3-Bromo-5-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]pyridine → 1-{[5-(5-Bromo-3-pyridinyl)-1,3,4-oxadiazol-2-yl]methyl}-2-(difluoromethyl)-1H-indole-4,5-dicarbonitrile

HRID 913427Notes

Reaction equation

HRID 913427 reaction equation
[F:1][CH:2]([F:16])[C:3]1[NH:4][C:5]2[C:10]([CH:11]=1)=[C:9]([C:12]#[N:13])[C:8]([C:14]#[N:15])=[CH:7][CH:6]=2.[Br:17][C:18]1[CH:19]=[N:20][CH:21]=[C:22]([C:24]2[O:25][C:26]([CH2:29]Cl)=[N:27][N:28]=2)[CH:23]=1>>[Br:17][C:18]1[CH:23]=[C:22]([C:24]2[O:25][C:26]([CH2:29][N:4]3[C:5]4[C:10](=[C:9]([C:12]#[N:13])[C:8]([C:14]#[N:15])=[CH:7][CH:6]=4)[CH:11]=[C:3]3[CH:2]([F:1])[F:16])=[N:27][N:28]=2)[CH:21]=[N:20][CH:19]=1

Participants

3

Reactant 2

HCID 289793653-Bromo-5-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]pyridineHCID 578003412-(difluoromethyl)-1H-indole-4,5-dicarbonitrile

Product 1

HCID 249836791-{[5-(5-Bromo-3-pyridinyl)-1,3,4-oxadiazol-2-yl]methyl}-2-(difluoromethyl)-1H-indole-4,5-dicarbonitrile

Procedure

Synthesized as described in Example 23 from 2-(difluoromethyl)-1H-indole-4,5-dicarbonitrile and 3-bromo-5-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]pyridine: MS (ES) m/z 455 and 457 (M+1 Br isotopes).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-af561bc5250247b0a4b02ec78833f040
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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